12

Sherman, CT Homes for Rent

Section Image
  • /25

    $6,500 per month

    • 4 Beds
    • 2.5 Baths
    • 3,791 Sq Ft
    • House for Rent

    8 River Bend Ln, Sherman, CT 06784

    A contemporary home with heated infinity swimming pool perfect for relaxing or entertaining, whilst enjoying sunshine views over the golf course. Located within the River Oaks Country Club with resort quality amenities, this large and tastefully furnished 4 bedroom, 2 & 1/2 bath home is offered fully furnished and in mint condition. This well equipped home includes central air-conditioning and a

    Tyler O'Hazo William Pitt Sotheby's Int'l

    8 River Bend Ln, Sherman, CT 06784
  • /40

    $4,500 per month

    • 3 Beds
    • 3 Baths
    • 2,247 Sq Ft
    • House for Rent

    18 Pinewood Shores, Sherman, CT 06784

    Pull into the end of the cul-de-sac and enjoy your just under half acre of privacy with 100' DIRECT LEVEL WATERFRONT on Squantz Pond in the private lake community of Pinewood Shores. Pinewood Shores has a community beach to socialize or embrace the privacy and exclusivity of lakefront living w/your own large private sandy beach with large dock for multiple water toys. Easy living in this

    Courtney Smith Houlihan Lawrence

    18 Pinewood Shores, Sherman, CT 06784
  • /40

    $10,000 per month

    • 3 Beds
    • 3 Baths
    • 2,247 Sq Ft
    • House for Rent

    18 Pinewood Shores, Sherman, CT 06784

    Pull into the end of the cul-de-sac and enjoy your just under half acre of privacy with 100' DIRECT LEVEL WATERFRONT on Squantz Pond in the private lake community of Pinewood Shores. Pinewood Shores has a community beach to socialize or embrace the privacy and exclusivity of lakefront living w/your own large private sandy beach with large dock for multiple water toys. Located in a calm 5 MPH

    Courtney Smith Houlihan Lawrence

    18 Pinewood Shores, Sherman, CT 06784
  • /40

    $15,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,600 Sq Ft
    • House for Rent

    36 Connecticut 39, Sherman, CT 06784

    Summer Rental in Sherman, CT available for August 2025. Escape to tranquility this summer in this stunning Contemporary-style 4-bedroom, 3.5-bathroom home, perfectly nestled in a secluded, resort-like setting in beautiful Sherman, CT. Fully furnished and thoughtfully designed for luxurious living, this exceptional property is just minutes from Candlewood Lake, Squantz Pond, local dining, and

    Yasmina Rink Coldwell Banker Realty

    36 Connecticut 39, Sherman, CT 06784
  • /25

    $10,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,350 Sq Ft
    • House for Rent

    8 Glenview Dr, Sherman, CT 06784

    Furnished Summer Rental | July 1 - Aug 31 Enjoy the ultimate summer escape in this 4BR, 2.5BA Colonial set on nearly 2 private acres in a quiet Sherman cul-de-sac. The backyard feels like your own private resort, featuring a beautiful in-ground pool heated by propane, with varying depths reaching over 7 feet-perfect for both relaxing floats and refreshing swims. Unwind in the separate hot tub

    Melissa Franco William Raveis Real Estate

    8 Glenview Dr, Sherman, CT 06784
  • /36

    $12,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,742 Sq Ft
    • House for Rent

    8 Ledgewood Dr, Sherman, CT 06784

    DIRECT WATERFRONT on Candlewood Lake - DEER RUN SHORES, a private Lake community. Water's Edge PRIVATE DOCK. Community Amenities include POOL, clubhouse and beach boat & guest parking. Contemporary Light and Air w/open floor plan. Great Room/Dining Area with 2-story stone fireplace, built ins & walls of sliders to oversized entertaining wrap around Deck. YEAR ROUND VIEWS of Water & Mountain

    Kathleen Harrison Coldwell Banker Realty

    8 Ledgewood Dr, Sherman, CT 06784
  • /16

    $2,200 per month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • House for Rent

    21 Route 39 S Unit A, Sherman, CT 06784

    One of a kind rental opportunity. Set on 10 magical acres with pond and brook. Private 1 bedroom above garage rental. Open concept with hardwood floors throughout. Center island kitchen opens to living room. Bedroom with built ins, walk in closet and small storage area. Laundry room (washer/dryer not included-front loader needed). Private entrance and mudroom/foyer. Beautiful tiles bathroom.

    Joe Chemero Coldwell Banker Realty

    21 Route 39 S Unit A, Sherman, CT 06784
  • /36

    $12,500 per month

    • 4 Beds
    • 3 Baths
    • 2,763 Sq Ft
    • House for Rent

    1 Pine Hill Trail, Sherman, CT 06784

    TIMBER TRAILS charmer - Delightful country home on a beautiful 3.47-acre property, featuring an inground pool, and captivating interiors that offer a mixture of mid century elements with many tasteful updates. The living room features an original stone fireplace and is open to the dining room and kitchen and connects with a screened porch that leads to the pool. The pool and its stone surround,

    Irit Granger William Pitt Sotheby's Int'l

    1 Pine Hill Trail, Sherman, CT 06784
  • /37

    $6,500 per month

    • 5 Beds
    • 6 Baths
    • 4,022 Sq Ft
    • House for Rent

    6 Irene Ln, Sherman, CT 06784

    Private Home with Beautiful Pool and Plenty of Space In & Out! Enjoy Peace and Tranquility on 4+ Private Acres Bordering Land Trust at end of Long Level Driveway. Great for Entertaining! Colonial with Contemporary Flair Boasts Designer Chef's Kitchen, 2 Story Foyer, Main Level Office with French doors, 2 Story Great Room with Arched Picture Windows to bring in Wonderful Sunsets. This Amazing 5

    Joseph Perun Perun Properties

    6 Irene Ln, Sherman, CT 06784
  • /40

    $18,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,714 Sq Ft
    • House for Rent

    32 Leach Hollow Rd, Sherman, CT 06784

    Beautifully restored and updated antique farmhouse with inground pool, cabana, guest house, tennis court and pond. Available to rent for the 2025 summer season or by summer month. Scenic distant views frame this private 15-acre compound. Elegantly presented interiors, with extensive renovations supervised by an AIA architect specializing in historic preservation. Attention to detail and quality

    Irit Granger William Pitt Sotheby's Int'l

    32 Leach Hollow Rd, Sherman, CT 06784
  • /24

    $6,000 per month

    • 2 Beds
    • 1 Bath
    • 1,666 Sq Ft
    • House for Rent

    60 Leach Hollow Rd, Sherman, CT 06784

    Located on a hill overlooking the main house of this 14 acre compound on a designated "Scenic Road," this 2BR/1B 1929 solid stone cottage is just 60 M from NYC!Guests have access to the entire cottage full wooded property,water views of private lake are just past the driveway.Screened Porch & Extended Dining.This cottage was originally built by Helen Graham,assistant to Norman Vincent Peale.Stone

    Kathleen Harrison Coldwell Banker Realty

    60 Leach Hollow Rd, Sherman, CT 06784
  • /26

    $2,250 per month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    123 Connecticut 39 Unit 2, Sherman, CT 06784

    Don't miss this rare rental opportunity in the picturesque town of Sherman! Two bedrooms and two full baths. Sliding glass doors to the patio. This updated unit features modern kitchen, new appliances, and renovated bathrooms. 2 parking spots included. Enjoy a private, wooded backyard and the convenience of being just minutes from the beach, lake, shops, and restaurants. With easy access to

    Ellen Schwartz William Pitt Sotheby's Int'l

    123 Connecticut 39 Unit 2, Sherman, CT 06784

Why Live in Sherman

Sherman is a quiet lakeside haven nestled in the foothills of Connecticut wine country, offering a laid-back bedroom community atmosphere. Residents enjoy access to Candlewood Lake, a popular outdoor recreation spot with over 60 miles of shoreline, ideal for boating, hiking, ice skating, and cross-country skiing. Mohawk Mountain, located 25 miles away, provides local skiing options. The neighborhood features a variety of home styles, including Modern-influenced split levels, Modern Traditional homes, and lakeside lodges, often situated on multi-acre woodland lots. The Sherman School, highly rated and recognized as a National Blue Ribbon School, serves students from kindergarten through eighth grade, while high school students can attend Shepaug Valley Regional High, known for its agriscience academy and planetarium. Sherman is in the heart of Connecticut wine country, with attractions like White Silo Farm hosting produce festivals and music events. The Sherman Playhouse offers community theater performances. For necessities, residents shop at Sherman IGA Supermarket or drive 6 miles to New Milford for additional options like Big Y, Home Depot, and Starbucks. New Milford also features Housatonic Brewing and Johana’s diner. Sherman is safer than the national average, enhancing its appeal as a second home destination for Manhattan residents. The town's small-town charm is highlighted during national holiday celebrations, with fireworks on Candlewood Lake and streets lined with American flags. Sherman is conveniently located 20 miles from Danbury and 8 miles from Brewster's Southeast Station, providing easy access to New York City via train.

Frequently Asked Questions

What are the most popular neighborhoods in Sherman, CT for renters?
The most popular neighborhoods in Sherman, CT for renters are Dover, Patterson, Beekman, Kent and Amenia.
What are the most popular zip codes in Sherman, CT for renters?
The most popular zip codes in Sherman, CT for renters include 06776, 06810, 06790, 06777 and 06783.
How to Rent a Home